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X-ray and vibrational studies of 8-aminoquinoline. Evidence for a three-center hydrogen bond

✍ Scribed by L. Van Meervelt; M. Goethals; N. Leroux; Th. Zeegers-Huyskens

Publisher: John Wiley and Sons
Year: 1997
Tongue: English
Weight: 109 KB
Volume: 10
Category: Article
ISSN: 0894-3230
DOI: 10.1002/(sici)1099-1395(199709)10:9<680::aid-poc902>3.0.co;2-y

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✦ Synopsis

The x-ray structure of 8-aminoquinoline indicates that one of the NH bonds of the NH 2 group forms a three-center hydrogen bond, the major component being the intramolecular hydrogen bond and the minor component the intermolecular hydrogen bond. The IR and Raman spectra of 8-aminoquinoline and of its N-deuterated counterpart reflect the non-equivalence of the two NH(D) bonds and the weakness of the hydrogen bridge.